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. 2020 Dec 10;10:21691. doi: 10.1038/s41598-020-78590-x

Table 3.

Cyclocondensation reactions between benzosuberone (1) and arylhydrazonals 2a–j using Q-tube.a Inline graphic

Entry Reactants Ar1 Ar2 Product Yield (%)
1 1 + 2a 4-Cl-Ph 4-Cl-Ph graphic file with name 41598_2020_78590_Strc_HTML.gif 98
2 1 + 2b Ph 2-F-5-NO2-Ph graphic file with name 41598_2020_78590_Strd_HTML.gif 94
3 1+ 2c 4-Cl-Ph 2-Cl-5-NO2-Ph graphic file with name 41598_2020_78590_Stre_HTML.gif 99
4 1 + 2d 4-Br-Ph 2-Cl-5-NO2-Ph graphic file with name 41598_2020_78590_Strf_HTML.gif 96
5 1 + 2e 4-Cl-Ph 2-F-5-NO2-Ph graphic file with name 41598_2020_78590_Strg_HTML.gif 97
6 1 + 2f 4-NO2-Ph 2-F-5-NO2-Ph graphic file with name 41598_2020_78590_Strh_HTML.gif 95
7 1 + 2g 4-Br-Ph 2-F-5-NO2-Ph graphic file with name 41598_2020_78590_Stri_HTML.gif 96
8 1 + 2h 4-Br-Ph 2,4-diF-Ph graphic file with name 41598_2020_78590_Strj_HTML.gif 99
9 1+ 2i 4-MeO-Ph 2-F-5-NO2-Ph graphic file with name 41598_2020_78590_Strk_HTML.gif 91
10 1 + 2j C4H3S 2-F-5-NO2-Ph graphic file with name 41598_2020_78590_Strl_HTML.gif 93

aReaction conditions: a mixture of benzosuberone (1) (5 mmol), arylhydrazonopropanal 2a–j (5 mmol), and NH4OAc (10 mmol) in AcOH (10 ml) was charged in the Q-tube reactor's 35 ml glass tube and heated for 30 min at 165 °C (oil bath).

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